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The Coolest Airbnbs in Maui

Coolest Airbnbs in Maui

Updated: June 2022

This post has been updated to include a roundup of my favorite boutique properties and vacation rentals in Maui.

Ever dreamt of having a tropical hideaway where you can wake up every morning to a sweeping view of the Pacific Ocean? It is time to make Maui your home away from home.

Maui is the perfect island when you’re looking for a laidback escape where you can unwind and live like the beach bum you know you were always destined to be. And if you’re island hopping or haven’t decided which island is right for you, check out the coolest Airbnbs on the other Hawaiian islands here!

Ready to grab those flip flops and fly away? Here are the coolest Airbnbs in Maui to stay on your next Hawaiian adventure.

Adorable Garden Gingerbread House

Makawao, Maui

When you want to get away from it all (but still have restaurants and shops right outside of your door), it’s all about this romantic hideaway nestled in an organic nursery.

Fun fact: This is actually the very spot where Jimi Hendrix stayed when he was in town filming the flick Rainbow Bridge. So, lie back, pop in this movie, and imagine coming back home here after a long day as a rock god.

BOOK HERE

paia maui airbnb hawaii

Oceanfront Four-Bedroom Retreat

Paia, Maui

With all of the comforts of home along with the convenient amenities of a hotel, this is the perfect place for your crew to retreat to. This well-appointed property can comfortably house up to six guests.

I absolutely adore the idea of renting a big house like this so everything one can stay together rather than being scattered across a hotel. Oh, and the 50-foot lap pool and hot tub are pretty nice perks too!

BOOK HERE

Farm Stay with an Ocean View

Makawao, Maui

This Asian-inspired hideaway truly showcases all of the best that Hawaii has to offer. Located on a twenty-acre coffee plantation, you’ll have jaw-dropping views of the ocean, tropical jungles, and the mountains beyond.

Insider Tip: I’d highly recommend asking the owners for a tour of the grounds. They’re happy to walk you around the plantation and take you up to a tucked-away spot with ancient Hawaiian pictographs.

BOOK HERE

Off the Grid in a Maui RV

Makawao, Maui

Been dreaming of the van life?

This cool accommodation option will let you travel around in style in a camper van. And, trust me, this is no old-school camping trip. With a modern kitchen and bathroom, along with a cozy lounge space, this upgraded RV is anything but roughing it.

BOOK HERE

Insider Tip:

Sure it’s nice to be able to cook back at your Airbnb, but you’ll definitely want to get out of the kitchen to sample a few Hawaiian specialties. Check out these 10 mouthwatering Hawaiian treats that’ll knock your flip flops off.

 

Luxury Cottage with a Saltwater Spa

Kihei, Maui

Lounge in the saltwater hot tub for a romantic night in, then get up bright and early to hit the beach. From boogie boards to snorkel gear to beach umbrellas, this Airbnb has all of those little features that make traveling feel oh-so-easy.

BOOK HERE

Tropical Haiku Cottage airbnb maui

Tropical Haiku Cottage

Haiku-Pauwela, Maui

This two-acre property in Maui’s North Shore is an ideal base for exploring the postcard-perfect beaches and hiking trails. Spacious enough for four people, this comfy cottage has all of the little touches that will make you feel right at home.

BOOK HERE

Planning Tip:

Still creating your itinerary for your trip to Hawaii? You will definitely want to check out my guide: Which Hawaiian Island Should You Travel To? It’ll give you a quick and straightforward look at all your options to decide which is best for you.

Luxurious Family Getaway

Lahaina, Maui

I love the laid-back vibe of this luxury two-bedroom townhouse. When you check into this breezy cottage, you’ll find a private tropical garden with a striking view of the mountains that is perfect for relaxing after a long day out.

BOOK HERE

Boutique Ginger Bungalow Near Ocean lahaina maui airbnb

Boutique Ginger Bungalow Near Ocean

Lahaina, Maui

With tropical hardwood floors and a vintage Hawaiian vibe, this cool one-bedroom bungalow will make you feel like a retro tourist living it up on an exotic expedition.

BOOK HERE

Private Top-Floor Apartment

Kihei, Maui

This comfortable and modern two-bedroom apartment can accommodate up to six people comfortably. Have a barbecue on your private patio then go downstairs for a swim and a long lounge in the sun.

BOOK HERE

kihei airbnb maui cove beach park villa hawaii

Refined Villa

Kihei, Maui

This cozy Cove Beach village has room for four, plus a primo sun-drenched patio. Soak in the rays, go for a swim, then decide if you even feel like leaving the villa today.

BOOK HERE

pray for surf loft kihei hawaii airbnb

Surf Loft

Kihei, Maui

This surf-inspired two-bedroom spot is perfect for up to four guests craving that beach vibe. The lovely loft is equipped with everything from a vinyl record player to ukuleles.

You’ll also find handy amenities like yoga mats and a shared space with a BBQ, pool, and hot tub. Oh, and be sure to sample that in-house Hawaiian coffee.

BOOK HERE

Maui Star Dome kula hawaii airbnb

Maui Star Dome

Kula, Maui

Just outside of Haleakala National Park, you can sleep under the stars with a sweeping view of Maui’s Central Valley and the coastline.

It’s perfect for a romantic night of stargazing. Plus, as a major perk, there is a normal fully indoor bedroom available in the main house too so you can tuck in if you get chilly or just want to get your feet on solid ground.

BOOK HERE

Luxurious Villa with Haleakala Views

Wailuku, Maui

Located in the historic Wailuku Town, a two-bedroom villa is definitely one of those places that will make you feel like a local. Play house in Hawaii with up to six of your fave people while you explore the local food trucks, shops, and other top-notch hangouts.

BOOK HERE

Malu Manu Kula Hawaii Maui Airbnb Cabin

Malu Manu Cabin

Kula, Maui

This retro log cabin from the 1920s is a world away from the lines of hotels in the tourist districts. If coming home after a long day of exploring to curl up in front of the fireplace with a warm cup of tea sounds good to you, sign up here.

BOOK HERE

Popolana Cottage in Hana Bay

Hana, Maui

This two-bedroom cottage is perfect for an extended double date or families looking for a tropical treat. Right on the beach with a wrap-around deck, this place instantly feels like a home away from home.

A bonus perk: All of the cottages at Popolana are dog friendly so it brings Fido along with a swim session.

BOOK HERE

The Farm Cottage Hawaii Maui Airbnb Hana Olamana Organics

The Farm Cottage at Olomana Organics

Hana, Maui

Nestled in a lush garden of fruit trees and tropical flowers, this cozy one-bedroom spot is perfect for a romantic escape. Watching the sunset from the sofa, this is a perfect place to unplug and get in some good old fashion quality time together.

BOOK HERE

Island hopping? Be sure to check out the full rundown of the Coolest Airbnbs in Hawaii.

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    1. Alyssa

      Thanks for an awesome set of airbnb suggestions! So helpful. Just an FYI, most of your links don’t work.. they just take you to the airbnb homepage. Still some great info! Thanks!

      March 17, 2022 at 8:58 am · Reply
      • The Blonde Abroad

        Hi Alyssa! Thanks for the heads up — Airbnb unexpectedly deactivated their partnership program and a lot of the links have since disappeared. 🙁

        March 17, 2022 at 12:57 pm · Reply

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    Pinching myself ❄️
    •••••••••••••••••••••••••••••••
    Did anyone else catch the dusting of snow in the Cotswolds?! I couldn’t believe my eyes!

    We had a week of perfect sunny weather with only one afternoon of rain (also so unexpected for November!) and, on my last morning in Bibury, I woke up to this incredible scene!
    •••••••••••••••••••••••••••••••
    #cotswolds #winter #snow #fairytale

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    Pinching myself ❄️ ••••••••••••••••••••••••••••••• Did anyone else catch the dusting of snow in the Cotswolds?! I couldn’t believe my eyes! We had a week of perfect sunny weather with only one afternoon of rain (also so unexpected for November!) and, on my last morning in Bibury, I woke up to this incredible scene! ••••••••••••••••••••••••••••••• #cotswolds #winter #snow #fairytale

    Welcome to day 8 and the finale of my Autumn New England Road Trip (with a toddler) series autumn 🍂🍁 🚗

    Be sure to save this post for all the best Boston has to offer!
    •••••••••••••••••••••••••••••••••••
    After a leisurely breakfast and 2 hour drive from @trappfamilylodge, we concluded our 10-day road trip with a couple of days in the historic town of Boston—staying at the @fsboston!

    This hotel treats kids like royalty, with lots of luxury for adults too (full review coming soon)!

    If you find yourself visiting Boston in the Fall with a little one, here are some must-sees:

    - @bostonducktours
    - @museumofscience
    - @campstores x Bluey (ending soon)
    - Public Garden
    - Beacon Hill
    - Tadpole Playground
    - @bplboston
    - Childrens Wharf Harborwalk
    - @bostonteapartyships
    - @rosekennedygreenway
    - Commonwealth Avenue Mall
    - Esplanade Playground
    - Charles River Esplanade

    And for the foodies, you know I got you covered!

    - @tattebakery
    - @saltiegirl
    - @faneuilhallmarketplace
    - @maproom_lounge
    - @bovasbakery
    - @bostonpublicmarket
    - @parishcafe
    - Quincy Market
    - Legal Sea Foods - Burlington Mall

    After traveling around New Hampshire and Vermont, it was nice to get a glimpse of this bustling and historic city.

    If you’ve made it this far, thanks for joining us on our epic autumn road trip! Be sure to follow along for more adventures! There’s plenty of tips and tricks to come this Fall season!
    •••••••••••••••••••••••••••••••••••
    @meetbostonusa @visitma
    #visitmassachusetts #boston #newengland #fallroadtrip

    593 17
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    Welcome to day 8 and the finale of my Autumn New England Road Trip (with a toddler) series autumn 🍂🍁 🚗 Be sure to save this post for all the best Boston has to offer! ••••••••••••••••••••••••••••••••••• After a leisurely breakfast and 2 hour drive from @trappfamilylodge, we concluded our 10-day road trip with a couple of days in the historic town of Boston—staying at the @fsboston! This hotel treats kids like royalty, with lots of luxury for adults too (full review coming soon)! If you find yourself visiting Boston in the Fall with a little one, here are some must-sees: - @bostonducktours - @museumofscience - @campstores x Bluey (ending soon) - Public Garden - Beacon Hill - Tadpole Playground - @bplboston - Childrens Wharf Harborwalk - @bostonteapartyships - @rosekennedygreenway - Commonwealth Avenue Mall - Esplanade Playground - Charles River Esplanade And for the foodies, you know I got you covered! - @tattebakery - @saltiegirl - @faneuilhallmarketplace - @maproom_lounge - @bovasbakery - @bostonpublicmarket - @parishcafe - Quincy Market - Legal Sea Foods - Burlington Mall After traveling around New Hampshire and Vermont, it was nice to get a glimpse of this bustling and historic city. If you’ve made it this far, thanks for joining us on our epic autumn road trip! Be sure to follow along for more adventures! There’s plenty of tips and tricks to come this Fall season! ••••••••••••••••••••••••••••••••••• @meetbostonusa @visitma #visitmassachusetts #boston #newengland #fallroadtrip

    🎶 The hills are alive with the sound of music 🎶
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    Love the Sound of Music? What if I told you that you can visit the real Von Trapp family’s lodge from the famed musical starring Julie Andrews in the quiet town of Stowe, Vermont?

    Day 7 of my Autumn New England Road Trip (with a toddler) started the day by driving through Smuggler’s Notch—it’s a short and super windy drive through a mountain pass that’s seriously beautiful.

    Helpful Tip: Get started on the drive as easy as possible. Traffic is notorious during foliage season so we hit the road at 7am and had it to ourselves!

    We then spent the entire day exploring nature trails and hanging with animals at @trappfamilylodge, an Austrian-inspired mountain lodge with 300 acres of farmland in the middle of Stowe.

    The Von Trapps, made famous from the movie The Sound of Music, fled Austria during WWII and ultimately landed in Stowe, VT where their hospitality lives on today. Did you know the Sound of Music is one of the top 10 highest-grossing films of all time??

    Had we had a little more time, we also would have added:

    🥾 Moss Glen Falls
    ⛪️ Stowe Community Church
    🍻 @alch3mistb33r
    ☕️ @blackcapvermont
    🥞 @butlers_pantry_stowe

    We did manage to catch a glimpse of the famed Stowe Community Church from afar, but any closer meant fighting traffic and huge crowds.

    Come back for day 8 and the final video of the series as we explore the beautiful and family-friendly parts of Boston!
    ••••••••••••••••••••••••••••
    @vermonttourism @visitnew_england
    #vermont #newenglandroadtrip #stowevermont

    732 11
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    🎶 The hills are alive with the sound of music 🎶 •••••••••••••••••••••••••••• Love the Sound of Music? What if I told you that you can visit the real Von Trapp family’s lodge from the famed musical starring Julie Andrews in the quiet town of Stowe, Vermont? Day 7 of my Autumn New England Road Trip (with a toddler) started the day by driving through Smuggler’s Notch—it’s a short and super windy drive through a mountain pass that’s seriously beautiful. Helpful Tip: Get started on the drive as easy as possible. Traffic is notorious during foliage season so we hit the road at 7am and had it to ourselves! We then spent the entire day exploring nature trails and hanging with animals at @trappfamilylodge, an Austrian-inspired mountain lodge with 300 acres of farmland in the middle of Stowe. The Von Trapps, made famous from the movie The Sound of Music, fled Austria during WWII and ultimately landed in Stowe, VT where their hospitality lives on today. Did you know the Sound of Music is one of the top 10 highest-grossing films of all time?? Had we had a little more time, we also would have added: 🥾 Moss Glen Falls ⛪️ Stowe Community Church 🍻 @alch3mistb33r ☕️ @blackcapvermont 🥞 @butlers_pantry_stowe We did manage to catch a glimpse of the famed Stowe Community Church from afar, but any closer meant fighting traffic and huge crowds. Come back for day 8 and the final video of the series as we explore the beautiful and family-friendly parts of Boston! •••••••••••••••••••••••••••• @vermonttourism @visitnew_england #vermont #newenglandroadtrip #stowevermont

    Arguably the MOST “autumnal” day of the trip: 🍎 🍂 🍩
    •••••••••••••••••••••••••••••
    Welcome back to my Autumn New England Road Trip (with a toddler) series! We’re over halfway through our road trip on Day 6 and this was the perfect day of all things autumn.

    After a slow morning leaving @woodstock.inn, we were on our way to the famous town of Stowe, Vermont!

    I had originally created a jam-packed itinerary, but traveling with a toddler can definitely call for some readjusting and going with the flow. We made 2 of the stops I had planned:

    🍎🌳 Hunger Mountain Orchard
    🍎🍩 @coldhollowcidermillvt

    If we had a little more time, a lot of people add the 🍦 @benandjerrys factory tour on this day.

    We ended our day by checking into the @trappfamilylodge —owned by the real family from the Sound of Music where we enjoyed the lodge and property before dinner and bedtime.

    Be sure to come back for Day 7 with more on this amazing property and all the furry friends that live here!
    •••••••••••••••••••••••••••••
    @vermonttourism @visitnew_england
    #vermont #newenglandroadtrip #stowevermont

    576 22
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    Arguably the MOST “autumnal” day of the trip: 🍎 🍂 🍩 ••••••••••••••••••••••••••••• Welcome back to my Autumn New England Road Trip (with a toddler) series! We’re over halfway through our road trip on Day 6 and this was the perfect day of all things autumn. After a slow morning leaving @woodstock.inn, we were on our way to the famous town of Stowe, Vermont! I had originally created a jam-packed itinerary, but traveling with a toddler can definitely call for some readjusting and going with the flow. We made 2 of the stops I had planned: 🍎🌳 Hunger Mountain Orchard 🍎🍩 @coldhollowcidermillvt If we had a little more time, a lot of people add the 🍦 @benandjerrys factory tour on this day. We ended our day by checking into the @trappfamilylodge —owned by the real family from the Sound of Music where we enjoyed the lodge and property before dinner and bedtime. Be sure to come back for Day 7 with more on this amazing property and all the furry friends that live here! ••••••••••••••••••••••••••••• @vermonttourism @visitnew_england #vermont #newenglandroadtrip #stowevermont

    Fall fashion is my favorite! What about you? 🍁
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    My recent trip to New England was the perfect opportunity to pack my @meet.nex bags with some cute new styles perfect for any trip!

    Nex luggage is super high-quality and will hold up on any adventure. Their Million Mile Care program is also one-of-a-kind. You can trade in your used luggage towards credit for new luggage!

    I get so much use out of the Nex crossbody and backpack in Lanikai Amber—they’re my go-to for camera gear and toddler essentials. And you can style them with just about every outfit!
    ••••••••••••••••••••••••••••••••••••••••••••
    Click my link in bio for my luggage and favorite fall styles! #ad

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    Fall fashion is my favorite! What about you? 🍁 •••••••••••••••••••••••••••••••••••••••••••• My recent trip to New England was the perfect opportunity to pack my @meet.nex bags with some cute new styles perfect for any trip! Nex luggage is super high-quality and will hold up on any adventure. Their Million Mile Care program is also one-of-a-kind. You can trade in your used luggage towards credit for new luggage! I get so much use out of the Nex crossbody and backpack in Lanikai Amber—they’re my go-to for camera gear and toddler essentials. And you can style them with just about every outfit! •••••••••••••••••••••••••••••••••••••••••••• Click my link in bio for my luggage and favorite fall styles! #ad
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